Cas no 149805-92-5 (6-(dimethylamino)pyridine-3-carbaldehyde)

6-(Dimethylamino)pyridine-3-carbaldehyde is a versatile heterocyclic aldehyde featuring a dimethylamino substituent at the 6-position and a formyl group at the 3-position of the pyridine ring. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. Its electron-rich pyridine core enhances reactivity in nucleophilic and electrophilic reactions, while the aldehyde group provides a convenient handle for further derivatization. The dimethylamino moiety further modulates electronic properties, improving solubility and facilitating selective transformations. This compound is particularly useful in asymmetric catalysis, ligand design, and multicomponent reactions, offering synthetic flexibility and efficiency.
6-(dimethylamino)pyridine-3-carbaldehyde structure
149805-92-5 structure
Product Name:6-(dimethylamino)pyridine-3-carbaldehyde
CAS No:149805-92-5
MF:C8H10N2O
MW:150.177801609039
MDL:MFCD08272100
CID:100075
PubChem ID:11240577
Update Time:2025-05-21

6-(dimethylamino)pyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 6-(Dimethylamino)nicotinaldehyde
    • 2-(N,N-dimethylamino)pyridine-5-carboxaldehyde
    • 6-Dimethylamino-pyridine-3-carbaldehyde
    • 2-dimethylamino-5-formylpyridine
    • 2-dimethylaminopyridine-5-carboxaldehyde
    • 3-PYRIDINECARBOXALDEHYDE,6-(DIMETHYLAMINO)
    • 6-(Dimethylamino)pyridine-3-carboxaldehyde
    • 6-(N,N-DiMethylaMino)nicotinaldehyde
    • 6-(diMethylaMino)pyridine-3-carbaldehyde
    • 6-(diMethylaMino)-3-Pyridinecarboxaldehyde
    • 3-Pyridinecarboxaldehyde, 6-(dimethylamino)-
    • 6-(dimethylamino)nicotinaldehyde(SALTDATA: FREE)
    • 3-Pyridinecarboxaldehyde, 6-(dimethylamino)- (9CI)
    • 6-(Dimethylamino)pyridine-3-carboxaldehyde, 2-(Dimethylamino)-5-formylpyridine
    • CS-0054399
    • 6-(dimethylamino)nicotinaldehyde, AldrichCPR
    • DTXSID40459715
    • J-518069
    • 6-(dimethyl-amino)-nicotinaldehyde
    • 3-NITRO-2-PYRROLIDIN-1-YL-BENZOICACID
    • Z1162448666
    • FT-0680891
    • EN300-117826
    • ZFA80592
    • IRDPUZWWWIDFQX-UHFFFAOYSA-N
    • SY040848
    • BB 0260283
    • 149805-92-5
    • MFCD08272100
    • AB44362
    • CB-0745
    • SCHEMBL934755
    • AKOS005072130
    • J-008625
    • DB-063834
    • 6-(dimethylamino)pyridine-3-carbaldehyde
    • MDL: MFCD08272100
    • Inchi: 1S/C8H10N2O/c1-10(2)8-4-3-7(6-11)5-9-8/h3-6H,1-2H3
    • InChI Key: IRDPUZWWWIDFQX-UHFFFAOYSA-N
    • SMILES: O=CC1=CN=C(C=C1)N(C)C

Computed Properties

  • Exact Mass: 150.07900
  • Monoisotopic Mass: 150.079312947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 136
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.8
  • Topological Polar Surface Area: 33.2?2

Experimental Properties

  • Melting Point: 57-59°
  • PSA: 33.20000
  • LogP: 0.96010

6-(dimethylamino)pyridine-3-carbaldehyde Security Information

  • Hazard Category Code: 22-43
  • Safety Instruction: 36/37
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT

6-(dimethylamino)pyridine-3-carbaldehyde Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 6-(dimethylamino)pyridine-3-carbaldehyde

Professional Introduction to CAS No. 149805-92-5: 6-(Dimethylamino)Pyridine-3-Carbaldehyde

6-(Dimethylamino)Pyridine-3-Carbaldehyde (CAS No. 149805-92-5) is a compound of significant interest in the fields of organic chemistry and pharmaceutical research. This compound is characterized by its unique structure, which combines a pyridine ring with a dimethylamino group and an aldehyde functional group. The combination of these functional groups makes it a versatile molecule with potential applications in drug design, catalysis, and material science.

The pyridine ring in 6-(Dimethylamino)Pyridine-3-Carbaldehyde provides a rigid aromatic system that can participate in various π-interactions, making it a valuable component in supramolecular chemistry. The dimethylamino group introduces electron-donating properties, enhancing the compound's ability to act as a ligand in coordination chemistry. Meanwhile, the aldehyde group offers reactivity for further functionalization, enabling the synthesis of more complex molecules.

Recent studies have highlighted the potential of 6-(Dimethylamino)Pyridine-3-Carbaldehyde as a building block in the construction of bioactive molecules. For instance, researchers have explored its role in the synthesis of heterocyclic compounds with anti-inflammatory and anticancer properties. The compound's ability to undergo various condensation reactions has made it a valuable precursor for the development of novel pharmaceutical agents.

In terms of synthesis, 6-(Dimethylamino)Pyridine-3-Carbaldehyde can be prepared through several routes, including nucleophilic substitution and coupling reactions. One notable method involves the reaction of pyridine derivatives with aldehyde precursors under specific conditions to achieve high yields. These synthetic strategies have been optimized in recent years to improve efficiency and reduce environmental impact.

The applications of 6-(Dimethylamino)Pyridine-3-Carbaldehyde extend beyond pharmaceuticals. Its unique electronic properties make it a promising candidate for use in organic electronics and optoelectronic devices. For example, studies have shown that this compound can be incorporated into materials for light-emitting diodes (LEDs), where it contributes to improved luminous efficiency.

From an environmental perspective, researchers are increasingly focusing on the green synthesis and recycling of 6-(Dimethylamino)Pyridine-3-Carbaldehyde. By employing eco-friendly solvents and catalysts, such as enzymes or ionic liquids, the production process can be made more sustainable. These advancements align with global efforts to promote environmentally responsible chemistry.

In conclusion, 6-(Dimethylamino)Pyridine-3-Carbaldehyde (CAS No. 149805-92-5) is a multifaceted compound with diverse applications across various scientific disciplines. Its structural features and reactivity make it an invaluable tool for researchers aiming to develop innovative solutions in drug discovery, materials science, and sustainable chemistry.

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